The synthesis of highly functionalised dienes for natural product synthesis

Parsons, Philip J, Gold, Helen, Semple, Graeme and Montagnon, Tamsyn (2000) The synthesis of highly functionalised dienes for natural product synthesis. Synlett, - (8). pp. 1184-1186. ISSN 09365214

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Abstract

The Lewis acid and Bronsted acid mediated intramolecular cyclisation reactions of allenyl epoxides to 1,3-dienes are reported. Titanium(IV) chloride and hydrofluoric acid give six membered carbocyclic dienes, whereas stannic chloride affords a 2:1 mixture of six and seven membered rings respectively. Diethylaluminum chloride mediated cyclisation furnishes exclusively a seven membered ring 1,3-diene. Trimethyloxonium tetrafluoroborate gives a six membered permethylated diene.

Item Type: Article
Schools and Departments: School of Life Sciences > Chemistry
Depositing User: Philip Parsons
Date Deposited: 06 Feb 2012 18:38
Last Modified: 19 Mar 2012 12:02
URI: http://sro.sussex.ac.uk/id/eprint/17516
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